(2E)-5-hydroxy-4-methyl-2-(2-oxopropylidene)furan-3-one

Details

• Internal ID: 02ce8a40-4b18-4c5a-9d46-2c67b8377f39
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones
• IUPAC Name: (2E)-5-hydroxy-4-methyl-2-(2-oxopropylidene)furan-3-one
• SMILES (Canonical): CC1=C(OC(=CC(=O)C)C1=O)O
• SMILES (Isomeric): CC1=C(O/C(=C/C(=O)C)/C1=O)O
• InChI: InChI=1S/C8H8O4/c1-4(9)3-6-7(10)5(2)8(11)12-6/h3,11H,1-2H3/b6-3+
• InChI Key: FDFVGBFXPMPIRD-ZZXKWVIFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₈O₄
• Molecular Weight: 168.15 g/mol
• Exact Mass: 168.04225873 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.85
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9585	95.85%
Caco-2	+	0.7070	70.70%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7594	75.94%
OATP2B1 inhibitior	-	0.8648	86.48%
OATP1B1 inhibitior	+	0.8949	89.49%
OATP1B3 inhibitior	+	0.9521	95.21%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9476	94.76%
P-glycoprotein inhibitior	-	0.9592	95.92%
P-glycoprotein substrate	-	0.9767	97.67%
CYP3A4 substrate	-	0.6244	62.44%
CYP2C9 substrate	-	0.8135	81.35%
CYP2D6 substrate	-	0.8696	86.96%
CYP3A4 inhibition	-	0.9398	93.98%
CYP2C9 inhibition	-	0.9174	91.74%
CYP2C19 inhibition	-	0.8245	82.45%
CYP2D6 inhibition	-	0.9460	94.60%
CYP1A2 inhibition	-	0.7836	78.36%
CYP2C8 inhibition	-	0.9557	95.57%
CYP inhibitory promiscuity	-	0.8839	88.39%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8871	88.71%
Carcinogenicity (trinary)	Danger	0.4315	43.15%
Eye corrosion	-	0.8115	81.15%
Eye irritation	+	0.9295	92.95%
Skin irritation	-	0.5255	52.55%
Skin corrosion	-	0.8295	82.95%
Ames mutagenesis	-	0.6954	69.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.8001	80.01%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.7731	77.31%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.6921	69.21%
Acute Oral Toxicity (c)	III	0.4247	42.47%
Estrogen receptor binding	-	0.8219	82.19%
Androgen receptor binding	-	0.6380	63.80%
Thyroid receptor binding	-	0.8315	83.15%
Glucocorticoid receptor binding	-	0.8529	85.29%
Aromatase binding	-	0.8266	82.66%
PPAR gamma	-	0.8455	84.55%
Honey bee toxicity	-	0.8786	87.86%
Biodegradation	+	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6834	68.34%
Fish aquatic toxicity	+	0.8568	85.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3401	O75469	Pregnane X receptor	93.15%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.95%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.34%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.68%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.76%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	84.52%	83.82%
CHEMBL2581	P07339	Cathepsin D	83.58%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 6436231
• LOTUS: LTS0118615
• wikiData: Q105104933